Chicago
Food, Wine & Nightlife

Chicago Dinner Cruise

26 reviews

Expect the exceptional on this 3-hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $122.26

Willis Tower Skydeck Dinner

Enjoy a VIP dinner at Chicago’s Skydeck where you get breathtaking views of the city while dining on a glass-enclosed balcony 103 stories above the ground. ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $117.64

Chicago Prohibition Tour

6 reviews

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours 30 minutes (approx.)
From $45.00

Chicago Pizza Walking Tour

2 reviews

Taste some of Chicago’s finest deep-dish pizzas during a 2-hour walking tour to three top pizzerias. Start at the restaurant that created the famous pie, ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $45.00

Historic Chicago Walking Bar Tour

Explore downtown Chicago on a pub crawl with an educational twist! Your expert guide shares entertaining facts about the history of jazz, theater, social ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours 30 minutes (approx.)
From $34.00

Chicago Holiday Stroll and Food Tour

Experience the magic of the holidays, Chicago style, on a food and walking tour of the lively downtown. Your knowledgeable guide shares holiday traditions such ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $54.45

Tastes of Chicago Walking Tour: Chicago-Style Pizza, Beer, Cupcakes and Hot Dogs

2 reviews

Experience Chicago on a walking and food tour of the central business district. Visits to legendary sites such as Palmer House Hotel, Marshall Field’s ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $49.50

Breakfast in the Sky: Early Access to Skydeck of Willis Tower in Chicago

4 reviews

Start your day with a breathtaking view of Chicago and a hearty breakfast on a glass-enclosed balcony 103 stories up! Ascend to the Skydeck of Willis Tower, ...  More info

  • Location: Chicago, Illinois
  • Duration: 1 hour 30 minutes (approx.)
From $146.99

Chicago Chocolate Lover's Walking Tour

9 reviews

Let your sweet tooth lead the way on this 2-hour chocolate walking tour in Chicago. As you walk along the Magnificent Mile with your local guide, visit some of ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $50.00

Cupcake Walking Tour in Chicago

Satisfy your sweet tooth on this cupcake walking tour in Chicago, one of the birthplaces of the modern gourmet cupcake craze. Your local guide will take you to ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $50.00

Chicago Progressive Dining Tour

2 reviews

Tour Chicago aboard a comfortable coach bus and enjoy a unique dining experience on this 3-hour progressive dining tour. Visit three Chicago restaurants for ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $85.00

Chicago Pizza and Beer Tour

2 reviews

On this Chicago pizza-tasting tour with a friendly guide, visit four local pizzerias to try Chicago’s famous pizza and relax over cold beer or fine wine. ...  More info

  • Location: Chicago, Illinois
  • Duration: 3.5 hours
From $79.99

Chicago Pizza and Christmas Sights Walking Tour

Combine holiday sights with real Chicago pizza on a 3-hour Christmas walking tour around the city! While admiring the city’s traditional Christmastime ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours
From $47.00

360 Chicago (formerly John Hancock Observatory) Admission with Prosecco

Savor a half bottle of bubbly as you take in spectacular views of the city from 360 Chicago (John Hancock Observatory) with this convenient package. From your ...  More info

  • Location: Chicago, Illinois
  • Duration: Varies
From $33.00

Behind-the-Scenes Chicago Pizza Tour by Coach

30 reviews

Get an exclusive view inside four famous Chicago pizzerias on this 3.5-hour tour and enjoy delicious slices at each! With your small group by mini-coach, go ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours 30 minutes (approx.)
From $48.00
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